About Leap Leap is one of the fastest-growing benefits solutions and a category-defining pioneer in ... You will prevent decision paralysis by ensuring the CEO and Leadership Team have the right context ...
60 Leap Cto Jobs Hiring Near You
About Leap Leap is one of the fastest-growing benefits solutions and a category-defining pioneer in ... You will prevent decision paralysis by ensuring the CEO and Leadership Team have the right context ...
Store Manager: LEAP (Menswear)
Boca Raton, FL ยท On-site
$65K - $75K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Store Manager: LEAP (Menswear)
Boca Raton, FL ยท On-site
$65K - $75K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Store Manager: LEAP (Menswear)
Boca Raton, FL ยท On-site
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
Quick apply
Store Manager: LEAP (Menswear)
Boca Raton, FL ยท On-site
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
General Manager: LEAP (Menswear)
Chicago, IL ยท On-site
$70K/yr
To hear more about our platform directly from our CEO, click here! Leap offers a competitive total rewards package, which includes: * Unlimited PTO (blackout periods apply) * Commission Eligible ...
General Manager: LEAP (Menswear)
Chicago, IL ยท On-site
$70K/yr
To hear more about our platform directly from our CEO, click here! Leap offers a competitive total rewards package, which includes: * Unlimited PTO (blackout periods apply) * Commission Eligible ...
General Manager: LEAP (Menswear)
Chicago, IL ยท On-site
To hear more about our platform directly from our CEO, click here! Leap offers a competitive total rewards package, which includes: * Unlimited PTO (blackout periods apply) * Commission Eligible ...
Quick apply
General Manager: LEAP (Menswear)
Chicago, IL ยท On-site
To hear more about our platform directly from our CEO, click here! Leap offers a competitive total rewards package, which includes: * Unlimited PTO (blackout periods apply) * Commission Eligible ...
Payments Operations Specialist
Columbia, MD ยท On-site
We build technology that helps contractors work smarter, scale faster, and deliver better ... CFO / Finance function Responsibilities * Monitor the health of Leap Pay and our SaaS payments ...
Payments Operations Specialist
Columbia, MD ยท On-site
We build technology that helps contractors work smarter, scale faster, and deliver better ... CFO / Finance function Responsibilities * Monitor the health of Leap Pay and our SaaS payments ...
PT Sales Associate: Collars & Co.
Chicago, IL ยท On-site
$17 - $21/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
Quick apply
PT Sales Associate: Collars & Co.
Chicago, IL ยท On-site
$17 - $21/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
PT Sales Associate: Collars & Co.
King Of Prussia, PA ยท On-site
$16 - $19/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
Quick apply
PT Sales Associate: Collars & Co.
King Of Prussia, PA ยท On-site
$16 - $19/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
Quick apply
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
Store Manager: Shapermint (intimates)
Torrance, CA ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Store Manager: Shapermint (intimates)
Torrance, CA ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
PT Sales Associate: Collars & Co.
King Of Prussia, PA ยท On-site
$16 - $19/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
PT Sales Associate: Collars & Co.
King Of Prussia, PA ยท On-site
$16 - $19/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
Store Manager: Tony Bianco (Pop-Up)
Los Angeles, CA ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Store Manager: Tony Bianco (Pop-Up)
Los Angeles, CA ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
PT Sales Associate: Collars & Co.
Chicago, IL ยท On-site
$17 - $21/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
PT Sales Associate: Collars & Co.
Chicago, IL ยท On-site
$17 - $21/hr
Comfort with retail technology such as Shopify, Endear, Slack, and Google Workspace is a strong ... To hear more about our platform directly from our CEO, click here! Leap Perks: * Bonus Eligible
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
Quick apply
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
Store Manager: Shapermint (intimates)
Valencia, CA ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Store Manager: Shapermint (intimates)
Valencia, CA ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Familiarity with emerging retail technologies such as Shopify, Endear, Slack, and Google Workspace ... To hear more about our platform directly from our CEO, click here! Leap Perks * Bonus eligible
New
Quick apply
Familiarity with emerging retail technologies such as Shopify, Endear, Slack, and Google Workspace ... To hear more about our platform directly from our CEO, click here! Leap Perks * Bonus eligible
New
PT Sales Associate: Sanctuary
Beverly Hills, CA ยท On-site
$20 - $22/hr
Familiarity with emerging retail technologies such as Shopify, Endear, Slack, and Google Workspace ... To hear more about our platform directly from our CEO, click here! Leap Perks * Bonus eligible
New
PT Sales Associate: Sanctuary
Beverly Hills, CA ยท On-site
$20 - $22/hr
Familiarity with emerging retail technologies such as Shopify, Endear, Slack, and Google Workspace ... To hear more about our platform directly from our CEO, click here! Leap Perks * Bonus eligible
New
Store Manager: Kat the Label
NY ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Store Manager: Kat the Label
NY ยท On-site
$70K - $80K/yr
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here!Leap Benefits & Perks Leap offers ...
Sales Supervisor: Shapermint (Intimates)
Torrance, CA ยท On-site
$23 - $25/hr
Experience with retail technology, including Shopify, Endear CRM, Slack, and Google Workspace ... To hear more about our platform directly from our CEO, click here!Leap Perks Leap offers a ...
Sales Supervisor: Shapermint (Intimates)
Torrance, CA ยท On-site
$23 - $25/hr
Experience with retail technology, including Shopify, Endear CRM, Slack, and Google Workspace ... To hear more about our platform directly from our CEO, click here!Leap Perks Leap offers a ...
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
Quick apply
... technology, operational expertise, and retail excellence. We manage 100+ stores across the country ... To hear more about our platform directly from our CEO, click here! Leap Benefits & Perks Leap ...
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Job description
About Leap
Leap is one of the fastest-growing benefits solutions and a category-defining pioneer in employer specialty pharmacy. We are reshaping how life-changing therapies are delivered and financed, ensuring patients get the treatment they need while employers finally get a fair deal.
Specialty drugs and infusions represent nearly 10% of all healthcare spend and are the fastest-growing cost category for employers. Leap tackles this challenge with a novel approach: eliminating hidden markups, expanding access to high-quality infusion providers, and bringing clarity and fairness to how therapies are priced and paid for.
We're proud to partner with numerous Fortune 500 companies and leading TPAs. Each patient we serve creates immediate ROI: lower costs, improved access, and better care. Join us as we redefine what's possible in specialty care.
About the Role
Leap Health is entering a defining phase of growth. As we move to double our team again in the next 12 months, the complexity of the business will increase exponentially. We are looking for a Chief of Staff to build the connective tissue that holds the organization together.
In this role, you will be an accelerator. Your primary mandate is to ensure information flows seamlessly across the organization so that leadership can make high-quality decisions quickly. You will own the rhythm of the business and tackle high-priority cross-functional projects that allow us to scale without stalling.
Key Responsibilities
Architect the "Rhythm of Business": You will own the cadence and preparation for our most critical operating meetings (Executive Team Weekly, Monthly all Hands, QBRs, Board Meetings). You ensure that every meeting has a clear agenda, the necessary data is prepped in advance, and that we leave with explicit decisions and owners.
Maximize Decision Velocity: You will prevent decision paralysis by ensuring the CEO and Leadership Team have the right context at the right time. You will synthesize complex information from across the company into clear options and recommendations, ensuring no critical decision stalls due to lack of clarity.
Lead Special Projects: You will act as the interim owner for high-priority initiatives that fall outside of existing departments (e.g., executing a new market entry analysis, leading a compliance overhaul, or operationalizing a new partnership).
Drive Strategic Accountability (OKRs): You will manage our goal-setting process. You are the "scorekeeper" who tracks progress against our objectives, holding leaders accountable to their commitments and flagging deviations early.
Qualifications
The "Integrator" Mindset: 5+ years of experience in BizOps, Strategy, or Consulting. You are skilled at connecting dots between disparate functions.
Synthesis Skills: You can read a 20-page document or sit in a chaotic hour-long debate and distill it down to a one-page summary of the core issues and necessary next steps.
Process, Not Bureaucracy: You know how to implement just enough process to create speed and clarity, without adding administrative bloat that slows us down.
Healthcare/Tech Context: You understand that in health-tech, "move fast" must be balanced with clinical rigor. You can navigate complex stakeholder environments.
Data-Driven: You are comfortable digging into the metrics. You don't just report the numbers; you understand what they mean for the business model.
At Leap, we're building an outlier company with real impact - and that takes focus, energy, and commitment. If that excites you, we'd love to hear from you.
Leap is an equal opportunity employer and welcomes applicants from all backgrounds. We're committed to building a team that reflects a diversity of perspectives, experiences, and identities.